Study On New Organic Fluorescent Dyestuff And Intermediates

The synthesis of coumarin fluorescent dyestuff ?Solvent yellow X16( 3-(5'-chloro-2'-benzoxazolyI)-7-diethylamino-2H-l-benzopyran-2-one) was studied in the dissertation. The synthesis of other two important intermediates of dyes (5-nitrosalicylic acid and 2-amino-5-nitrophenol) was also studied.Based on the evaluation of the bibliographer and the analysis of the principle of reactions, the influence of raw materials, reaction temperature, reaction time, solvent and catalyst was discussed. The fluorescent dyestuff, solvent yellow X16, was prepared by condensation, cyclization in two steps starting from 4-diethyllamino-salicylaldhyde and propanedioic diethyl ester. The novel process for prepatation of the solvent yellow X16 was studied and the optimum precess parameters were selected by the optimum experiments. The chemical structures of the products were identified and confirmed by IR, NMR. The total yield of the solvent yellow X16 is over 60% with the purity of 99.8% by the analysis of HPLC.The intermediate of dyes, 5-nitrosalicylic acid, was prepared by nitration and hydrolysis starting from O-Chlorobenzoic Acid. The total yield is over 88% and the purity 99.8% by the analysis of HPLC. The other intermediate of dyes, 2-amino-5-nitrophenol, was prepared by nitration and hydrolyze starting from benzooxozolenone. The total yield is over 70% and the purity 98.8% by the analysis of HPLC. Furthermore the chemical structures of the product and the intermediates were identified and confirmed by IR, NMR, MS and so on.The dissertation a theoretical basis and feasible process parameters for the industrialization of solvent yellow X16, 5-nitrosalicylic acid and 2-amino-5-nitrophenol.